Potassium Iodide → HCID 21453949, compound

HRID 1076893Notes

Reaction equation

HRID 1076893 reaction equation
[Cl:1][CH2:2][CH2:3][C:4]([C:6]1[CH:19]=[CH:18][C:17]2[S:16][C:15]3[C:10](=[CH:11][C:12]([C:20](=[O:24])[CH2:21][CH2:22]Cl)=[CH:13][CH:14]=3)[CH2:9][C:8]=2[CH:7]=1)=[O:5].[I-].[K+].[CH2:27]([NH:29][CH2:30][CH3:31])[CH3:28]>O1CCCC1>[OH2:5].[OH2:5].[ClH:1].[ClH:1].[CH2:27]([N:29]([CH2:30][CH3:31])[CH2:2][CH2:3][C:4]([C:6]1[CH:19]=[CH:18][C:17]2[S:16][C:15]3[C:10](=[CH:11][C:12]([C:20](=[O:24])[CH2:21][CH2:22][N:29]([CH2:30][CH3:31])[CH2:27][CH3:28])=[CH:13][CH:14]=3)[CH2:9][C:8]=2[CH:7]=1)=[O:5])[CH3:28]

Participants

5

Reactant 3

HCID 4875Potassium IodideHCID 8021DiethylamineHCID 123402872,7-Bis(3-chloropropionyl)thioxanthene

Product 1

HCID 21453949HCID 21453949, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 13.0 g (0.034 mole) of 2,7-bis(3-chloropropionyl)thioxanthene, 1 g of potassium iodide, 75 ml of diethylamine and 75 ml of tetrahydrofuran was allowed to stand for 72 hours and filtered. The residue was washed with tetrahydrofuran, evaporated to dryness then dissolved in ethanol. The solution was treated with ethanolic HCl, diluted with diethyl ether and the resulting solid was filtered off, recrystallized from methanol and diethyl ether and hydrated in a constant humidity chamber to give the desired product. M.P. 137°-140°C.

Workup

  1. filtrationfiltered
  2. washThe residue was washed with tetrahydrofuran
  3. customevaporated to dryness
  4. dissolutionthen dissolved in ethanol
  5. additionThe solution was treated with ethanolic HCl
  6. additiondiluted with diethyl ether
  7. filtrationthe resulting solid was filtered off
  8. customrecrystallized from methanol and diethyl ether and hydrated in a constant humidity chamber

Sources & evidence

ORD record
ord-cd989fc3fa614423a341b0dd3ab0d2d9
Source dataset
uspto-grants-1976_05
Patent number
US03957988

Reaction notes

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